Utilize este identificador para referenciar este registo: http://hdl.handle.net/10451/20873
Título: Quaternization reaction of aromatic heterocyclic imines in methanol - A case of strong anti-reactivity selectivity principle with isoselective temperature
Autor: Alfaia, AJI
Calado, ART
Reis, JCR
Palavras-chave: Chemistry, Organic
Data: 2000
Editora: WILEY-V C H VERLAG GMBH
Citação: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - n. 21 (NOV 2000), p. 3627-3631
Resumo: Accurate second-order rate constants were measured at 5 degreesC intervals in the temperature range 20-60 degreesC for the Menshutkin reaction of 1-methylbenzimidazole, 2-amino-1-methylbenzimidazole and N,N-dimethylaniline with iodomethane and iodoethane in methanol. In every case a good linearity in the Eyring plots was observed. Values for the activation enthalpy and entropy are reported. Analysis in terms of Exner's redefinition of the reactivity-selectivity principle (RSP) identified the present reaction series as a case of strong anti-RSP for selectivity towards the substrate. This case is shown to represent an isoselective relationship with the isoselective temperature lower than the experimental temperatures (beta (is) = -52 degreesC). The isokinetic relationship does not hold in the reaction series with a fixed substrate. These findings suggest an early transition state in the Menshutkin reaction of polyfunctional aromatic imines.
URI: http://hdl.handle.net/10451/20873
ISSN: 1434-193X
Aparece nas colecções:FF - Produção Científica 2000-2009

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